The wandering minstrel is a classic fantasy character and a frequent feature in many Ensembles. He wanders the land, making music for money. Generally carries a lute, (or sometimes a flute) and always has a song in his heart.

In a Five-Man Band, this guy is The Chick and rarely has any fighting ability. Occasionally, he will have Magic Music that makes him slightly more capable in battle.

The trope goes back at least to Alan-a-Dale, the minstrel friend of Robin Hood (which is to say, Victorian times; Alan was a late addition). The word "minstrel" comes from Latin ministerialis-- "a functionary living as a member of the knightly class, with either a lordship of their own or one delegated from a higher lord." Fiefs were very often not self-supporting, and poor knights were forced to supplement their income by other means, such as traveling from court to court to offer services to various patrons—one of which was entertainment.

There's also the French tradition of the troubadour/trouvere from the Middle Ages; singers and lutists that would wander around and compose songs of courtly love. They were one of the first groups to take music from the sacred to the secular realm.

Brave, brave Sir Robin of Camelot from Monty Python and the Holy Grail, and again in the Broadway theatrical adaptation Spamalot, has an entire band of minstrels follow him wherever he goes until the rest of the party eats them during the winter.

Blondel the Minstrel, in the 13th century legend of King Richard the Lion Heart, went from castle to castle in Europe, trying to discover where his master was being held, by singing a song they had composed together, until he heard the king singing the refrain from his cell. (Note that this is pure fable; at no time was Richard's location unknown, as his captors wanted everyone to know they were holding him.)

The nameless bard in The Last Hero. It's not clear whether he was one before he got shanghai'd by the Grey Horde, but at the end of the story it's implied that he'd be singing their saga all over the Disc.

In Shelters Of Stone, there's a class of traveling story-tellers and musicians whose visits are higly anticipated in a world without TV or internet.

Phyllis Eisenstein's Alaric the Minstrel fits the bill perfectly. (He can teleport back to any place he's ever been, but not anywhere he hasn't, so wandering widens his teleport range.)

On Gor the Caste of Poets (or Singers) is basically this. They can go from town to town and spread news as well as poetry/songs, despite the normally xenophobic nature of many City-States.

In the Dragaera novel Athyra, Vlad encounters a female one of these from the house of Issola (Issola are often courtiers, but it's suggested that this would be the typical job of a lower ranking Issola), and a later novel, Iorich, suggests he might have had an affair with her at some point.

Bards can be this in the Heralds of Valdemar series, but due to superior training and a touch of Magic Music, they are seldom allowed to be just entertainment. Ordinary traveling minstrels wander The 'Verse, occasionally writing songs about the protagonists (to their embarrassment and/or irritation).

In Mikhail Akhmanov's Envoy from the Heavens, Ivar Trevelian travels to a planet populated by Human Aliens whose culture has been stuck at Middle Ages for centuries with no push for progress or discovery (there's a whole continent waiting to be settled, but the population believes the world is flat). His job is to find out about this stagnation. He disguises himself as a member of the Rhapsod Brotherhood, a society of highly-respected wandering bards. He soon finds out they're much more than that, when a group of rhapsods wipes out a mercenary squad three times their number suffering only two casualties. Apparently, they also enact justice when The Empire fails to do so, usually when a nobleman is involved. They turn into vengeful warriors, all of them expert swordsmen and archers. After that, they return to their lutes and songs.

The main characters and others in the Bardic Voices series by Mercedes Lackey. There's the Guild Bards and Minstrels, the Free Bards (those that are good enough to be in the Guild, but can't because they're women, or don't like the Guild), and ordinary minstrels.

Dandelion from The Witcher novels and games is a world-famous bard who often travels with the titular hero, Geralt of Rivia. He sometimes gets in trouble for singing about the parts of their adventures that are supposed to remain secret.

Forgotten Realms got classical (mentioned from Dragon (magazine) #74 on) character Mintiper Moonsilver "the Lonely Harpist". As footnotes in "Mintiper's Chapbook" tell, tales of the Author Avatar "Lunargent" are excerpts from Mintiper's own adventures he deemed most interesting, yet even some sages think it must be an embellished compilation, because even for a legendary figure like him it's too much. He Seen It All, traveled everywhere and gave a concert even in Underdark (for drow and local fairies) at least once. Before that, he was a member of several mercenary companies and then led his own, the Moonlight Men (thought it mostly was caravan guard for hire on the roads around Silverymoon and was around for less than 10 years, then wiped out in one of those wars with orcs - only six members survived… and, of course, he wrote a song about that, too).

A wandering minstrel I -
A thing of shreds and patches,
Of ballads, songs and snatches,
And dreamy lullaby!
My catalogue is long,
Through every passion ranging,
And to your humours changing
I tune my supple song!

Like in the film that inspired it, brave, brave Sir Robin of Camelot has an entire band of minstrels follow him wherever he goes in Spamalot.

In Henry IV part 2, Hal and a friend disguise themselves as minstrels to get into Falstaff's house and prank him.

The main character of Dragon Quest IX poses as one/becomes one near the beginning of the game.

Dubious, its the jack of all none class you get after you fall to Earth. Also it seems your hero has that it as their class because the first person you meet mistakes you for a bard.

In King's Quest IV, Rosella encounters a wandering minstrel who is terrible at making music. She helps him by giving him a book of Shakespeare, which leads him to decide he wants to be an actor instead.

Leliana from Dragon Age, at least in her life before the Chantry. Of course, "bards" are more often than not professional spies, but their job still involves considerable amounts of musical entertainment. In Orlais it's apparently an exciting spice to a party to know that the performing bard might be spying on you, or planning to assassinate you. Appropriately for a bard, Leliana is the most Genre Savvy person in your party.

In Romancing SaGa and its Updated RereleaseRomancing Saga: Minstrel Song, The Minstrel hangs out in the local pub and serves as Mr. Exposition, and can be recruited if you talk to him enough times. However, he leaves whenever you visit the next bar, and depending on the player's actions, may become completely unrecruitable late in the game, depending on whether or not you complete the Trials of Elore and discover his identity.